Tolafentrine
Basic information
- CAS
139308-65-9- Standard SMILES
COc1cc2c(cc1OC)[C@@H]1CN(C)CC[C@@H]1N=C2c1ccc(NS(=O)(=O)c2ccc(C)cc2)cc1- InChIKey
FVZJIAUYFDQQKJ-DQEYMECFSA-N- Molecular formula
- C28H31N3O4S
- Average molar mass
- 505.6 g/mol
- Monoisotopic mass
- 505.20352765
Overview
a mixed-type phosphodiesterase (PDE) III/IV inhibitor
Names & identifiers
- Preferred name
- Tolafentrine
- IUPAC
- N-[4-[(4aS,10bR)-8,9-dimethoxy-2-methyl-3,4,4a,10b-tetrahydro-1H-benzo[c][1,6]naphthyridin-6-yl]phenyl]-4-methylbenzenesulfonamide
- English name
- Tolafentrine
- Molecular formula
- C28H31N3O4S
- Molecular weight
- 505.63
Names & synonyms
Tolafentrine139308-65-9DTXSID2016100611U7K6T56XBY-4070tolafentrinaB-9004070tolafentrinumRefChem:190284DTXCID7083497Tolafentrine [INN]N-[4-[(4aS,10bR)-8,9-dimethoxy-2-methyl-3,4,4a,10b-tetrahydro-1H-benzo[c][1,6]naphthyridin-6-yl]phenyl]-4-methylbenzenesulfonamide
Show more names
Betahistine Impurity 20rel-(-)-N-[4-[(4aR,10bS)-1,2,3,4,4a,10b-Hexahydro-8,9-dimethoxy-2-methylbenzo[c][1,6]naphthyridin-6-yl]phenyl]-4-methylbenzenesulfonamideBenzenesulfonamide, N-[4-[(4aR,10bS)-1,2,3,4,4a,10b-hexahydro-8,9-dimethoxy-2-methylbenzo[c][1,6]naphthyridin-6-yl]phenyl]-4-methyl-, rel-(-)-
SCHEMBL159331TOLAFENTRINE [WHO-DD]orb2564669CHEMBL2104505(-)-4'-(cis-1,2,3,4,4a,10b-Hexahydro-8,9-dimethoxy-2-methylbenzo(c)(1,6)naphthyridin-6-yl)-p-toluenesulfonanilideBENZENESULFONAMIDE, N-(4-((4AR,10BS)-1,2,3,4,4A,10B-HEXAHYDRO-8,9-DIMETHOXY-2-METHYLBENZO(C)(1,6)NAPHTHYRIDIN-6-YL)PHENYL)-4-METHYL-, REL-(-)-FT28303HY-W700639
Properties
Computed structural properties
- XLogP
- 4.1
- Topological polar surface area
- 88.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 6
- Heavy atoms
- 36
- Formal charge
- 0
- Complexity
- 874
Physicochemical properties
- Melting point
- 176 °C · >176°C (dec.)
- Boiling point
- 624.675 · 624.675±65.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.296 · 1.296±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- Refrigerator
- solubility
- Chloroform (Slightly), Methanol (Sligthly)
- form
- Solid
- pka
- 7.825 · 7.825±0.10(predicted)
- color
- Off-White to Yellow
- FDA UNII
- 11 U7K6T56X · 11U7K6T56X
Chemistry & industry
Applications
UsesTolafentrine is a dual-selective phosphodiesterase 3/4 inhibitor used in chronic experimental pulmonary hypertension.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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